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Karbazol Esaslı Polimerlerin Bazı İyon Seçici ve Su İtici Özelliklerinin İncelenmesi

Yıl 2021, Sayı: 28, 263 - 269, 30.11.2021
https://doi.org/10.31590/ejosat.996942

Öz

Yapısında bir karbazol ve tiyofen grubu içeren B2 olarak kısaltılan poli-9-bis[4-(tiyofen-3,4-iloksi)bifenil)]-9H-karbazol’den türetilen yeni bir polimer oksidan olarak FeCl3’ ün kullanılmasıyla oksidasyon metoduyla sentezlendi. İlave olarak, P(B2) sentezlendi ve elektrokimyasal oksidatif polimerizasyonla ITO cam yüzeyi üzerine kaplandı. Bu polimerlerin ve onların (Fe+2, Cd+2, Hg+2, Pb+2 gibi) metal komplekslerinin UV spektrumları DMSO çözeltilerinde kaydedildi, ve daha sonra onların konsantrasyona dayalı UV spektrumları kaydedildi. Sonuçlara göre B2 için konsantrasyon arttığında absorbans pik şiddeti kademeli olarak artmaktadır. Ayrıca, P(B2) için de absorbans piki dalgalı bir seyir izlemektedir. Bazı metal komplekslerinin fotoğraf görüntüleri UV ışığı altında kaydedildi. Sonuç olarak, B2 polimerinin Fe+2 iyonuna karşı seçici olduğu belirlendi ve B2’ nin floresan Fe+2 iyon probu olarak kullanılabileceği söylenebilir. Son olarak B2 ve P(B2)’ nin temas açısı (CA) ölçümleri yapılmış ve kaydedilen fotoğraf görüntülerine göre B2’nin P(B2)’den daha fazla hidrofobik özelliğe sahip olduğu söylenebilir.

Kaynakça

  • Kocaeren, A.A., 2015. Electrochemical synthesis and electrochromic application of a novel polymer based on carbazole. Org. Electron. 24, 219-226.
  • Ramírez, A.M., Cattin, L., Bernède, J.C., Díaz, F.R., Gacitúa, M.A., del Valle, M.A., 2021. Nanostructured TiO2 and PEDOT electrodes with photovoltaic application. Nanomaterials-Basel. 11 (1), 107-114.
  • Kiss, L., Kovács, F., Kunsági-Máté, S., 2021. Electropolymerization of N,N’-diphenylguanidine in non-aqueous aprotic solvents and alcohols. Period. Polytech. Chem. Eng. 65 (1), 139-147.
  • Sheng, K., Li, L., Zhang, Q., Wang, Y.L., 2020. A highly sensitive sensor based on electropolymerization for electrochemical detection of esculetin. Microchem. J. 159, 105368-105373.
  • Grazulevicius, J.V., Strohriegl, P., Pielichowski, J., Pielichowski, K., 2003. Carbazole-containing polymers: synthesis, properties and applications. Prog. Polym. Sci. 28 (9), 1297-1353.
  • Aydın, A. Kaya, İ., 2013. Syntheses, characterizations and electrochromic applications of polymers derived from carbazole containing thiophene rings in side chain with electrochemical and FeCl3 methods. Org. Electron. 14 (3), 730-743.
  • Kocaeren, A.A., 2016. Synthesis and characterization of novel polymers based on carbazole with NaOCl and FeCl3 oxidants. Iran Polym. J. 25, 15-24.
  • Firooz, A.R., Ensafi, A.A., Hoseini, K.S., Kazemifard, N., 2014. Development of a highly sensitive and selective mercury optical sensor based on immobilization of bis(thiophenal)-4,4'-methylenedianiline on a PVC membrane. Mat. Sci. Eng. C Mater Biol. Appl. 38, 73-78.
  • Zargoosh, K., Badadi, F.F., 2015. Highly selective and sensitive optical sensor for determination of Pb2+ and Hg2+ ions based on the covalent immobilization of dithizone on agarose membrane. Spectrochim. Acta A: Mol. Biomol. Spect. 137, 105-110.
  • Chiam, Y.S., Lim, K.S., Harun, S.W., Gan, S.N., Phang, S.W., 2014. Conducting polymer coated optical microfiber sensor for alcohol detection. Sensor Actuat. A 205, 58-62.
  • Zhang, L., Wen, Y., Yao, Y., Xu, J., Duan, X., Zhang, G., 2014. Synthesis and characterization of pedot derivative with carboxyl group and ıts chemo/bio sensing application as nanocomposite, ımmobilized biological and enhanced optical materials. Electrochim. Acta 116, 343-354.
  • Echabaane, M., Rouis, A., Bonnamour, I., Ouada, H.B., 2013. Studies of aluminum (III) ion-selective optical sensor based on a chromogenic calix[4]arene derivative. Spectrochim. Acta Part A: Mol. Biomol. Spectrosc. 115, 269-274.
  • Saxena, V., Shirodkar, V., Prakash, R., 2000. Copper(II) ion-selective microelectrochemical transistor. J. Solid S. Electrochem. 4, 234-236.
  • Cui, H., Liu, H., Chen, S., Wang, R., 2015. Synthesis of amphiphilic spiropyran-based random copolymer by atom transfer radical polymerization for Co2+ recognition. Dyes Pigments 115, 50-57.
  • Danjou, P.E., Lyskawa, J., Delattre, F., Becuwe, M., Woisel, P., Ruellan, S., Fourmentin, S., Cazier-Dennin, F., 2012. New fluorescent and electropolymerizable N-azacrown carbazole as a selective probe for iron (III) in aqueous media. Sensor Actuat. B: Chem., 171-172, 1022-1028.
  • Kocaeren, A.A., 2016. A new polymer for OLEDs based on carbazole: white, turquoise blue and light orange colors. Int. J. Plast. Technol. 20 (1), 143-158.
  • Kocaeren, A.A., 2016. Synthesis and electrochromic performance of a novel polymer based on an oxidative polymer derived from carbazole and thiophene. J. Polym. Res. 23, 66-75.
  • Kaya, İ., Aydın, A., 2011. Synthesis and characterization of chelate polymers containing etheric diphenyl ring in the backbone: thermal, optical, electrochemical, and morphological properties. Polym. Adv. Technol. 22, 951-961.
  • Kaya, İ., Aydın, A., 2008. Synthesis, characterization, thermal stability, conductivity and band gaps of monomer and oligo-4-[(thien-2-ylmethylene) amino] phenol. e-Polymers 071, 1-15.
  • Kaya, İ., Temizkan, K., Aydın, A., 2013. Synthesis and characterization of aromatic and aliphatic ether bridged polymers containing carbazole moieties. Mat. Sci. Eng. B 178 (13), 863-874.
  • Tan, K.H., Samylingam, L., Aslfattahi, N., Saidur, R., Kadirgama, K., 2021. Optical and conductivity studies of polyvinyl alcohol-MXene (PVA-MXene) nanocomposite thin films for electronic applications. Opt. Laser. Tech. 136, 106772-106783.
  • Kaya, İ., Aydın, A., 2009. Synthesis, characterization, thermal degradation and electrical conductivity of oligo[2-(thien-2-yl-methylene)aminophenol] and oligomer-metal complexes. Chinese J. Poly. Sci. 27 (4), 465-477.
  • Zhong, J.L., Mori, T., Kashiwagi, T., Yamashiro, M., Kusunose, S., Mimami, H., Tsujimoto, M., Tanaka, T., Kawashima, H., Nakagawa, S., Ito, J., Kijima, M., Iji, M., Watanabe, M.M., Kadowaki, K., 2021. Characteristic terahertz absorption spectra of paramylon and paramylon-ester compounds. Spectrochim. Acta Part A: Mol. Biomol. Spectrosc. 244, 118828-118834.
  • Midoune, A., Messaoudi, A., 2021. DFT/TDDFT studies of the structural, electronic and NBO properties of some complexes with the tetrathiafulvalene-1,3-benzothiazole ligand. Inorganica Chim. Acta 516, 120151-120158.
  • Tong, Y.L., Zeng, Z.H., Yu, K., Bao, J.Q., Yin, J.J., 2020. A fiber optic sensor for 2,4-dichlorophenol analysis based on optical composite oxygen-sensitive film. J. Wuhan Univ. Techn.- Mater. Sci. Ed. 35, 743-749.
  • Horzum Polat, N., Kap, O., Farzaneh, A., 2018. Anticorrosion coating for magnesium alloys: electrospun superhydrophobic polystyrene/SiO2 composite fibers. Turk. J. Chem. 42, 672-683.
  • Gorur, R.S., Chang, J.W., Amburgey, O.G., 1990. Surface hydrophobicity of polymers used for outdoor insulation. T. Power Del. 5 (4), 1923-1933.
  • Rathnayake, R.M.N.M., Mantilaka, M.M.M.G.P.G., Hara, M., Huang, H.H., Wijayasinghe, H.W.M.A.C., Yoshimura, M., Pitawala, H.M.T.G.A., 2017. Graphite intercalated polyaniline composite with superior anticorrosive and hydrophobic properties, as protective coating material on steel surfaces. Appl. Surf. Sci., 410, 445-453.
  • Ding, H., Zhu, C., Zhou, Z., Wan, M., Wei, Y., 2006. Hydrophobicity of Polyaniline Microspheres Deposited on a Glass Substrate. Macromol. Rapid Commun. 27, 1029-1034.
  • Zhou, C., Gong, X., Qu, Y., Han, J., 2016. Hydrophobic and high adhesive polyaniline layer of rectangular microtubes fabricated by a modified interfacial polymerization. Appl. Surf. Sci., 379, 124-131.
  • Makar, G.L., Kruger, J., 1993. Corrosion of magnesium. Int. Mater. Rev. 38, 138-153.
  • Aghion, E., Bronfin, B., Eliezer, D., 2001. The Role of the magnesium ındustry in protecting the environment. J. Mater. Process. Technol. 117 (3), 381-385.
  • Kleiner, M., Geiger, M., Klaus, A., 2003. Manufacturing of lightweight components by metal forming. CIRP Ann. Manuf. Technol. 52 (2), 521-542.
  • Huo, H., Li, Y., Wang, F., 2004. Corrosion of AZ91D magnesium alloy with a chemical conversion coating and electroless nickel layer [J]. Corros. Sci. 46, 1467-1477.
  • Berger, T., Sundhararajan, S., Nagaosa, T., 1997. Influence of temperature on the hydrophobicity of polymers. Confer. Electr. Insul. Dielectr. Minneapolis, 394.

Investigation of Some Ion Selective and Water Repellent Properties of Carbazole Based Polymers

Yıl 2021, Sayı: 28, 263 - 269, 30.11.2021
https://doi.org/10.31590/ejosat.996942

Öz

A polymer derived from poly-9-bis[4-(thiophen-3,4-yloxy)biphenyl)]-9H-carbazole containing a carbazole and thiophene group, abbreviated as B2, was synthesized via the oxidation method by using FeCl3 as an oxidant. Additionally, P(B2) was synthesized and coated onto an ITO–glass surface via electrochemical oxidative polymerization. UV spectra of these polymers and their metal complexes (like Fe2+, Cd2+, Hg2+, Pb2+) were recorded in DMSO solutions, and then their UV spectra depending on the concentration were recorded. According to the results, when the concentration was rising, the absorbance peak intensity increased gradually for B2. Also, for P(B2), the absorbance peak followed a fluctuating course. The photo images of its some metal complexes were recorded under UV light. Resultantly, B2 polymer was determined to be selective against Fe2+ ion and it can be said that B2 could be used as fluorescence Fe2+ ion probe. Finally, contact angle (CA) measurements of B2 and P(B2) were realized and, according to the recorded photo images it can be said that B2 had more hydrophobic property than P(B2).

Kaynakça

  • Kocaeren, A.A., 2015. Electrochemical synthesis and electrochromic application of a novel polymer based on carbazole. Org. Electron. 24, 219-226.
  • Ramírez, A.M., Cattin, L., Bernède, J.C., Díaz, F.R., Gacitúa, M.A., del Valle, M.A., 2021. Nanostructured TiO2 and PEDOT electrodes with photovoltaic application. Nanomaterials-Basel. 11 (1), 107-114.
  • Kiss, L., Kovács, F., Kunsági-Máté, S., 2021. Electropolymerization of N,N’-diphenylguanidine in non-aqueous aprotic solvents and alcohols. Period. Polytech. Chem. Eng. 65 (1), 139-147.
  • Sheng, K., Li, L., Zhang, Q., Wang, Y.L., 2020. A highly sensitive sensor based on electropolymerization for electrochemical detection of esculetin. Microchem. J. 159, 105368-105373.
  • Grazulevicius, J.V., Strohriegl, P., Pielichowski, J., Pielichowski, K., 2003. Carbazole-containing polymers: synthesis, properties and applications. Prog. Polym. Sci. 28 (9), 1297-1353.
  • Aydın, A. Kaya, İ., 2013. Syntheses, characterizations and electrochromic applications of polymers derived from carbazole containing thiophene rings in side chain with electrochemical and FeCl3 methods. Org. Electron. 14 (3), 730-743.
  • Kocaeren, A.A., 2016. Synthesis and characterization of novel polymers based on carbazole with NaOCl and FeCl3 oxidants. Iran Polym. J. 25, 15-24.
  • Firooz, A.R., Ensafi, A.A., Hoseini, K.S., Kazemifard, N., 2014. Development of a highly sensitive and selective mercury optical sensor based on immobilization of bis(thiophenal)-4,4'-methylenedianiline on a PVC membrane. Mat. Sci. Eng. C Mater Biol. Appl. 38, 73-78.
  • Zargoosh, K., Badadi, F.F., 2015. Highly selective and sensitive optical sensor for determination of Pb2+ and Hg2+ ions based on the covalent immobilization of dithizone on agarose membrane. Spectrochim. Acta A: Mol. Biomol. Spect. 137, 105-110.
  • Chiam, Y.S., Lim, K.S., Harun, S.W., Gan, S.N., Phang, S.W., 2014. Conducting polymer coated optical microfiber sensor for alcohol detection. Sensor Actuat. A 205, 58-62.
  • Zhang, L., Wen, Y., Yao, Y., Xu, J., Duan, X., Zhang, G., 2014. Synthesis and characterization of pedot derivative with carboxyl group and ıts chemo/bio sensing application as nanocomposite, ımmobilized biological and enhanced optical materials. Electrochim. Acta 116, 343-354.
  • Echabaane, M., Rouis, A., Bonnamour, I., Ouada, H.B., 2013. Studies of aluminum (III) ion-selective optical sensor based on a chromogenic calix[4]arene derivative. Spectrochim. Acta Part A: Mol. Biomol. Spectrosc. 115, 269-274.
  • Saxena, V., Shirodkar, V., Prakash, R., 2000. Copper(II) ion-selective microelectrochemical transistor. J. Solid S. Electrochem. 4, 234-236.
  • Cui, H., Liu, H., Chen, S., Wang, R., 2015. Synthesis of amphiphilic spiropyran-based random copolymer by atom transfer radical polymerization for Co2+ recognition. Dyes Pigments 115, 50-57.
  • Danjou, P.E., Lyskawa, J., Delattre, F., Becuwe, M., Woisel, P., Ruellan, S., Fourmentin, S., Cazier-Dennin, F., 2012. New fluorescent and electropolymerizable N-azacrown carbazole as a selective probe for iron (III) in aqueous media. Sensor Actuat. B: Chem., 171-172, 1022-1028.
  • Kocaeren, A.A., 2016. A new polymer for OLEDs based on carbazole: white, turquoise blue and light orange colors. Int. J. Plast. Technol. 20 (1), 143-158.
  • Kocaeren, A.A., 2016. Synthesis and electrochromic performance of a novel polymer based on an oxidative polymer derived from carbazole and thiophene. J. Polym. Res. 23, 66-75.
  • Kaya, İ., Aydın, A., 2011. Synthesis and characterization of chelate polymers containing etheric diphenyl ring in the backbone: thermal, optical, electrochemical, and morphological properties. Polym. Adv. Technol. 22, 951-961.
  • Kaya, İ., Aydın, A., 2008. Synthesis, characterization, thermal stability, conductivity and band gaps of monomer and oligo-4-[(thien-2-ylmethylene) amino] phenol. e-Polymers 071, 1-15.
  • Kaya, İ., Temizkan, K., Aydın, A., 2013. Synthesis and characterization of aromatic and aliphatic ether bridged polymers containing carbazole moieties. Mat. Sci. Eng. B 178 (13), 863-874.
  • Tan, K.H., Samylingam, L., Aslfattahi, N., Saidur, R., Kadirgama, K., 2021. Optical and conductivity studies of polyvinyl alcohol-MXene (PVA-MXene) nanocomposite thin films for electronic applications. Opt. Laser. Tech. 136, 106772-106783.
  • Kaya, İ., Aydın, A., 2009. Synthesis, characterization, thermal degradation and electrical conductivity of oligo[2-(thien-2-yl-methylene)aminophenol] and oligomer-metal complexes. Chinese J. Poly. Sci. 27 (4), 465-477.
  • Zhong, J.L., Mori, T., Kashiwagi, T., Yamashiro, M., Kusunose, S., Mimami, H., Tsujimoto, M., Tanaka, T., Kawashima, H., Nakagawa, S., Ito, J., Kijima, M., Iji, M., Watanabe, M.M., Kadowaki, K., 2021. Characteristic terahertz absorption spectra of paramylon and paramylon-ester compounds. Spectrochim. Acta Part A: Mol. Biomol. Spectrosc. 244, 118828-118834.
  • Midoune, A., Messaoudi, A., 2021. DFT/TDDFT studies of the structural, electronic and NBO properties of some complexes with the tetrathiafulvalene-1,3-benzothiazole ligand. Inorganica Chim. Acta 516, 120151-120158.
  • Tong, Y.L., Zeng, Z.H., Yu, K., Bao, J.Q., Yin, J.J., 2020. A fiber optic sensor for 2,4-dichlorophenol analysis based on optical composite oxygen-sensitive film. J. Wuhan Univ. Techn.- Mater. Sci. Ed. 35, 743-749.
  • Horzum Polat, N., Kap, O., Farzaneh, A., 2018. Anticorrosion coating for magnesium alloys: electrospun superhydrophobic polystyrene/SiO2 composite fibers. Turk. J. Chem. 42, 672-683.
  • Gorur, R.S., Chang, J.W., Amburgey, O.G., 1990. Surface hydrophobicity of polymers used for outdoor insulation. T. Power Del. 5 (4), 1923-1933.
  • Rathnayake, R.M.N.M., Mantilaka, M.M.M.G.P.G., Hara, M., Huang, H.H., Wijayasinghe, H.W.M.A.C., Yoshimura, M., Pitawala, H.M.T.G.A., 2017. Graphite intercalated polyaniline composite with superior anticorrosive and hydrophobic properties, as protective coating material on steel surfaces. Appl. Surf. Sci., 410, 445-453.
  • Ding, H., Zhu, C., Zhou, Z., Wan, M., Wei, Y., 2006. Hydrophobicity of Polyaniline Microspheres Deposited on a Glass Substrate. Macromol. Rapid Commun. 27, 1029-1034.
  • Zhou, C., Gong, X., Qu, Y., Han, J., 2016. Hydrophobic and high adhesive polyaniline layer of rectangular microtubes fabricated by a modified interfacial polymerization. Appl. Surf. Sci., 379, 124-131.
  • Makar, G.L., Kruger, J., 1993. Corrosion of magnesium. Int. Mater. Rev. 38, 138-153.
  • Aghion, E., Bronfin, B., Eliezer, D., 2001. The Role of the magnesium ındustry in protecting the environment. J. Mater. Process. Technol. 117 (3), 381-385.
  • Kleiner, M., Geiger, M., Klaus, A., 2003. Manufacturing of lightweight components by metal forming. CIRP Ann. Manuf. Technol. 52 (2), 521-542.
  • Huo, H., Li, Y., Wang, F., 2004. Corrosion of AZ91D magnesium alloy with a chemical conversion coating and electroless nickel layer [J]. Corros. Sci. 46, 1467-1477.
  • Berger, T., Sundhararajan, S., Nagaosa, T., 1997. Influence of temperature on the hydrophobicity of polymers. Confer. Electr. Insul. Dielectr. Minneapolis, 394.
Toplam 35 adet kaynakça vardır.

Ayrıntılar

Birincil Dil İngilizce
Konular Mühendislik
Bölüm Makaleler
Yazarlar

Aysel Aydınkocaeren Bu kişi benim 0000-0003-4113-0517

Yayımlanma Tarihi 30 Kasım 2021
Yayımlandığı Sayı Yıl 2021 Sayı: 28

Kaynak Göster

APA Aydınkocaeren, A. (2021). Investigation of Some Ion Selective and Water Repellent Properties of Carbazole Based Polymers. Avrupa Bilim Ve Teknoloji Dergisi(28), 263-269. https://doi.org/10.31590/ejosat.996942